HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(2-Bromo-5-methoxybenzyl)-2,5-dichloropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,5-Trichloropyrimidine | HCID 237259 | — |
| Reactant | (2-Bromo-5-methoxyphenyl)methanamine | HCID 24691009 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(2-Bromo-5-methoxybenzyl)-2,5-dichloropyrimidin-4-amine | HCID 58467869 | 98.5% |
Reaction Steps
To a solution of 1-(2-bromo-5-methoxyphenyl)methanamine (3.6 g, 13 mmol) and 2,4,5-trichloropyrimidine (1.60 mL, 14 mmol) in N,N-dimethylformamide (41.3 mL) was added potassium carbonate (5.53 g, 40 mmol). The resulting mixture was stirred overnight at room temperature. The reaction was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated to give the desired product as a light yellow gel (4.65 g, 96%). LCMS for C12H10BrCl2N3O (M+H)+: m/z=361.9, 363.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765727B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-d3eee0baa05e42968a9067e36011ef7c |
| Source note | uspto-grants-2014_07 |